Tag: 200-300

One-pot synthesis of 2-aminothiazoles using supported reagents was written by Kodomari, Mitsuo;Aoyama, Tadashi;Suzuki, Yoshitada. And the article was included in Tetrahedron Letters in 2002.Recommanded Product: 6318-74-7 This article mentions the following:

A simple and efficient method was developed for the synthesis of 2-aminothiazoles from α-bromo ketones in 1-pot using a supported reagents system, KSCN/SiO₂-RNH₃OAc/Al₂O₃, in which α-bromo ketone reacts 1st with KSCN/SiO₂ and the product, α-thiocyano ketone, reacts with RNH₃OAc/Al₂O₃ to give the final product, 2-aminothiazole, in high yield. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Recommanded Product: 6318-74-7).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Recommanded Product: 6318-74-7

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Room-Temperature Ligand-Free Pd/C-Catalyzed C-S Bond Formation: Synthesis of 2-Substituted Benzothiazoles was written by Cheng, Yannan;Peng, Qian;Fan, Weigang;Li, Pixu. And the article was included in Journal of Organic Chemistry in 2014.Electric Literature of C13H10N2S This article mentions the following:

The synthesis of 2-substituted benzothiazoles has been achieved via cyclization of o-iodothiobenzanilide derivatives using Pd/C as the catalyst at room temperature The protocol is ligand-free, additive-free, and high-yielding and involves very mild conditions. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Electric Literature of C13H10N2S).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Electric Literature of C13H10N2S

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Study on electron-impact fragmentation of benzothiazole derivatives was written by Claude, Saturnin;Tabacchi, Raffaele;Duc, Laurent;Fuchs, Rudolf;Boosen, Karl-Josef. And the article was included in Helvetica Chimica Acta in 1980.Related Products of 1843-21-6 This article mentions the following:

The mass spectra of 18 title compounds, all thermodn. stable, show intense mol. ions whose fragmentations are substituent dependent; the substituent is rarely lost in the initial fragmentations. β-Cleavage, with respect to the heterocyclic double bond, is often observed In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Related Products of 1843-21-6).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Related Products of 1843-21-6

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Synthesis and properties of novel NLO molecules with structure of thiazole and Schiff base was written by Ren, Jun;Wang, Shi-Min;Wu, Li-Fang;Fang, Zhang-Jian;Wu, Jie;Xu, Zu-Xun. And the article was included in Yingyong Huaxue in 2008.SDS of cas: 6318-74-7 This article mentions the following:

Four new second-order nonlinear optical (NLO) mols. derivated from thiazole and containing the structure of Schiff base were synthesized. These target mols. were confirmed by IR, UV, NMR and elemental anal., and 2nd-order polarizability of those mols. were determined by a solvatochromic method. The structure of a five-membered heterocyclic ring and Schiff base improved the thermally stability and transparency, and the nonsym. conformation of thiazloe could link many donors and acceptors and thus improves the β value. Exptl. results show that the maximum absorption wavelength was 350 ∼ 415 nm, the decomposition temperature was about 300°C, and the β value was 1 × 10^-30 esu, indicating a good nonlinearity-transparency-thermally stable comprehensive optimization has been achieved. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7SDS of cas: 6318-74-7).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.SDS of cas: 6318-74-7

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

A Synthesis of Benzothiazoles and Indoles by Direct C(sp²)-I Activation Catalyzed by Copper(II) on Silica-Coated Magnetite Nanoparticles was written by Moghadam, Faeze Kiani;Jarrah, Najmeh;Mashayekh-Salehi, Ali;Ghanbaripour, Rashid. And the article was included in Synlett in 2016.Computed Properties of C13H10N2S This article mentions the following:

N-Substituted 2-amino-1,3-benzothiazoles and 2,3-disubstituted indoles were prepared by C-S and C-C cross-coupling reactions of 2-iodoanilines with isothiocyanates or 1,3-dicarbonyl compounds, resp., in the presence of magnetic nanoparticles functionalized with a copper(II)-Schiff base complex as an efficient and reusable catalyst. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Computed Properties of C13H10N2S).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Computed Properties of C13H10N2S

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

A rat model of chemical-induced polycystic kidney disease with multistage tumors was written by Ito, Fumio;Toma, Hiroshi;Yamaguchi, Yutaka;Nakazawa, Hayakazu;Onitsuka, Shiro;Hashimoto, Yasunobu. And the article was included in Nephron in 1998.Application In Synthesis of 4,5-Diphenylthiazol-2-amine This article mentions the following:

The effect was examined of N-nitrosomorpholine (NNM) in rats bearing diphenylthiazole (DPT)-induced renal cysts. Sprague-Dawley rats were divided into 4 groups: DPT/NNM, DPT, NNM, and nontreated groups. DPT was administered throughout the exptl. period and NNM was given from wk 4-7 after the start of the experiment At wk 39-48, multiple cystic changes were observed in all the DPT-treated rats in DPT and DPT/NNM groups and were absent in almost all other rats. Solid adenomatous lesions were observed in 77.7% rats in the DPT/NNM and in 30% rats in the NNM group. Cystic adenomatous lesions were found in 44.4% in the DPT/NNM group exclusively. Combined DPT and NNM administration to rats produced an animal model showing neoplastic changes in renal cysts resembling microscopically renal cancer lesions in human acquired cystic disease of the kidney (on hematoxylin and eosin staining). In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Application In Synthesis of 4,5-Diphenylthiazol-2-amine).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Application In Synthesis of 4,5-Diphenylthiazol-2-amine

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Banzothiazole derivatives. II. Reaction of 2-benzothiazolesulfonic acid with nitrogen bases was written by Davidenkov, L. R.;Porai-Koshits, B. A.. And the article was included in Obshcheǐ Khim. in 1956.Name: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

Heating 6 g. 2-benzothiazolesulfonate (I) with 35 ml. 25% NH₄OH in sealed tube 4 hrs. at 125° gave 65-70% 2-aminobenzothiazole, m. 128° (picrate, m. 265°). I (4 g.) and 4 g. MeNH₂.HCl, in 30 ml. H₂O neutralized with 2.6 g. Na₂CO₃ heated in sealed tube 3 hrs. at 120° gave 90-5% crude 2-methylaminobenzothiazole, m. 138° (from dilute EtOH). Similarly, 5 g. Me₂NH.HCl, 3.4 g. Na₂CO₃, 6 g. I, and 30 ml. H₂O 3 hrs. at 130° gave 85-90% 2-dimethylaminobenzothiazole, m. 87° (best purified by distillation). I heated with PhNH₂ in H₂O 3 hrs. at 130° gave 65-70% 2-anilinobenzothiazole, m. 158°. To 10 g. N₂H₄.2HCl in 40 ml. H₂O was added 10 g. Na₂CO₃ and 10 g. I; after 30-40 min. on a steam bath there was formed 90-5% 2-hydrazinobenzothiazole (II), m. 197°. I (12 g.) added to a hot solution of 10.6 g. semicarbazide HCl salt, 50 ml. H₂O, and 4 g. Na₂CO₃ and refluxed 0.5 hr. gave 75-80% 2-benzothiazolylsemicarbazide, m. 217° (from EtOH), which was oxidized with aqueous KMnO₄ in dilute H₂SO₄ to 70-5% amide of benzothiazoleazocarboxylic acid, m. 178° (from AcOH). I heated with PhNHNH₂ in H₂O 2-3 hrs. on a steam bath gave 70-5% 2-phenylhydrazobenzothiazole, m. 227° (the yield is higher if the reaction is run at 130°); this refluxed in EtOH with HgO 10-15 min. gave 75-80% 2-phenylazobenzothiazole, orange, m. 142° (from dilute AcOH). Heating 4 g. II with 6 g. I in 25 ml. H₂O 3 hrs. at 150° in a sealed tube and treating the separated product with dilute HCl gave 30-5% 2,2′-hydrazo-benzothiazole, needles, which on heating change to azobenzo-thiazole; the product is best purified by crystallization from PhNH₂ and washing with C₆H₆. Refluxed with HgO in PhCl 5-10 min., it gave red 2,2′-azobenzothiazole, m. 294° (from PhCl); its alc. solution with KOH is green, restored to the original color by dilution with H₂O. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Name: N-Phenylbenzo[d]thiazol-2-amine).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Name: N-Phenylbenzo[d]thiazol-2-amine

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Reaction of α-bromobenzyl cyanide with ethyl xanthamidate (thioncarbamate) was written by Davies, W.;Maclaren, J. A.. And the article was included in Journal of the Chemical Society in 1951.Application In Synthesis of 4,5-Diphenylthiazol-2-amine This article mentions the following:

Bu xanthamidate, b₁₅ 127-30°, m. 16-19°, 45%. Equimol. quantities of PhCHBrCN (I) and EtOCSNH₂ (II) in EtOH, refluxed 3 hrs., give [PhC(CN):]₂ and EtSCONH₂; the same products result on keeping the solution 5 days at 40°. I and II in C₆H₆, refluxed 3 hrs., give α-carbamylthiobenzyl cyanide (III), m. 105-6°; this results also when I and II are kept 10 days at 40°. III (0.5 g.) in 5 ml. EtOH and 5 ml. concentrated HCl, refluxed 2 hrs., give 2, 4-dihydroxy-5-phenylthiazole; 0.5 g. III in 15 ml. EtOH containing 0.05 g. Na, kept 2 days at room temperature, gives 0.2 g. [PhC(CN):]₂. III (0.5 g.) and 0.7 g. HgCl₂ in 5 ml. EtOH and 30 ml. H₂O, heated to boiling, give the Hg salt (C₁₆H₁₂N₂S₂Hg), m. 159-60°, of PhCH(SH)CN. MeSCONH₂ and HgCl₂ in hot H₂O give chloromercurithiolmethane, m. above 300°. III and PhNH₂ on heating evolve NH₃ and yield CO(NHPh)₂; p-MeOC₆H₄NH₂ gives CO(NHC₆H₄OMe-p)₂. II (10.5 g.), 40 ml. 60% I (in PhCH₂CN), and 18 g. AcONa in 60 ml. C₆H₆, refluxed 5 hrs., give 10% 2, 5-bis(2-ethoxy-5-phenyl-4-thiazolylimino)-3, 4-diphenylpyrroline (IV), red, m. 222.5-3°; with concentrated HCl in boiling AcOH IV yields 68% 2, 4-dihydroxyphenylthiazole and 99% diphenylmaleic imide. The 2-MeO analog of IV, red, m. 277-8°, 12%; the 2-BuO analog, red, m. 205-5.5°, 11%. Test tube experiments showed that compounds containing the C(:NH)N: group gives colored compounds but the pigments could not be isolated because of the simultaneous formation of tars. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Application In Synthesis of 4,5-Diphenylthiazol-2-amine).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at δ 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Application In Synthesis of 4,5-Diphenylthiazol-2-amine

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Antitumor screening studies of oxazole derivatives was written by Popov, D.. And the article was included in Problemi na Onkologiyata in 1980.Recommanded Product: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

Five i.p. injections of 120 mg I  [74180-66-8] 120 mg II  [79566-08-8], 3 mg III  [1843-21-6], 100 mg IV; R = H (V) [79566-09-9] or 60 mg IV; R = Me (VI) [79566-10-2]/kg prolonged the life of mice inoculated with leukemia L-1210 by 1.04, 0, 12.22, 14.29, and 14.29%, resp. V, VI, and 6-MP prolonged the life of mice with adenocarcinoma 755 by 44.12, 52.71, and 98.24%, resp. V prolonged the life of mice with carcinosarcoma Walker 256 by 53%, and V and VI prolonged the life of mice with plasmocytoma MOPS-406 by 14.0 and 78.5%, resp. LD₅₀ values of VI and III were 400 and 25 mg/kg, resp. The other compounds caused no mortality in mice at ≤400 mg/kg. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Recommanded Product: N-Phenylbenzo[d]thiazol-2-amine).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Recommanded Product: N-Phenylbenzo[d]thiazol-2-amine

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Synthesis and molecular docking of new roflumilast analogues as preferential-selective potent PDE-4B inhibitors with improved pharmacokinetic profile was written by Moussa, Bahia A.;El-Zaher, Asmaa A.;El-Ashrey, Mohamed K.;Fouad, Marwa A.. And the article was included in European Journal of Medicinal Chemistry in 2018.Related Products of 6294-52-6 This article mentions the following:

In the present work, a new series of 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-N-(benzo[d]thiazolyl)benzamides I [R = 1,3-benzothiazol-2-yl, 1,3-benzothiazol-6-yl, 6-F-1,3-benzothiazol-2-yl, etc.] and N-(thiazol-2-yl)benzamide I [R = thiazol-2-yl] was designed and synthesized via coupling reaction of 3-cyclopropylmethoxy-4-difluoromethoxybenzoic acid with aminobenzothiazoles/2-aminothiazole. These new roflumilast analogs I showed preferential-selective PDE-4B inhibition activity and improved pharmacokinetic properties. The unsubstituted benzo[d]thiazolyl-benzamide derivatives I [R = 1,3-benzothiazol-2-yl, 1,3-benzothiazol-6-yl] showed both good potency and preferential selectivity for PDE-4B and compound I [R = 2-sulfanyl-1,3-benzothiazol-6-yl] revealed six times preferential PDE-4B/4D selectivity with a significant increase of in vitro cAMP and good % inhibition of TNF-α concentration In addition, the in vitro pharmacokinetics of compound I [R = 2-sulfanyl-1,3-benzothiazol-6-yl] showed good metabolic stability with in vitro CL_int (5.67 mL/min/kg) and moderate % plasma protein binding (53.71%). Mol. docking of compound I [R = 2-sulfanyl-1,3-benzothiazol-6-yl] attributed its good activity to its key binding interactions in PDE-4B active site with addnl. hydrogen bonding with amino acids lining the metal pocket. In the experiment, the researchers used many compounds, for example, 5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6Related Products of 6294-52-6).

5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Related Products of 6294-52-6

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica